21 Movie Romances That Ended Up In Some Really Dark Places

Claire Danes and Leonardo DiCaprio in Romeo + Juliet
(Image credit: Twentieth Century Fox)

These movie romances are the ones that have gone very wrong. The anti-best romantic comedies, if you will. These are disastrous relationships that get very dark, and very twisted by the end. It’s everything you never want in a relationship.  

Rosamund Pike and Ben Affleck in Gone Girl

(Image credit: 20th Century Fox)

Amy And Nick - Gone Girl

Amy (Rosamund Pike) and Nick (Ben Affleck) appear to have had an idyllic marriage until their lives were uprooted and they ended up in rural Missouri in Gone Girl. Amy, who is seriously pissed off about Nick’s affair, decides she’s not only going to send him on a wild goose chase of a scavenger hunt to reveal she knows, but she’s going to fake her own death and pin it on him. Vicious. 

Glenn Close in Fatal Attraction

(Image credit: Paramount Pictures)

Alex And Dan - Fatal Attraction

It’s impossible to defend Dan (Michael Douglas) completely here, after all, he chose to have the one-night stand with Alex (Glenn Close) in Fatal Attraction. Everything that happens after that though? Yeah, that’s 100% on Alex. What started as a passionate night between two successful people ends with her doing horrible things. Everyone points to the bunny scene, but let’s remember she slits her wrists to get him to stay the first time. The toxic relationship was even rebooted as a TV show

Mark Wahlberg and Reese Witherspoon in Fear

(Image credit: Universal)

Nicole And David - Fear 

Once described as “Fatal Attraction for teens” by Brian Grazer, Fear, starring Mark Wahlberg as the just ever so slightly obsessive David, and Reese Witherspoon as the shy, sheltered Nicole, is just about as disturbing. What starts as first love soon gets very, very dark when David goes completely psycho on Nicole, including one of the most memorable confrontations on film when he appears outside her door and she watches through the peephole.

Christian Slater and Patricia Arquette in True Romance

(Image credit: Warner Bros)

Alabama And Clarence - True Romance

In True Romance, Alabama (Patricia Arquette) is a sex worker hired by Clarence’s boss to seduce him for his birthday. Instead, she falls for Clarence (Christian Slater). In an attempt to free her from her pimp, he ends up killing a bunch of people and leaving with a suitcase full of drugs. It’s a classic story: girl meets boy, boy murders drug dealer, boy and girl get chased to California and end up almost dead at the hands of the mafia. 

Christian Slater and Winona Ryder in Heathers

(Image credit: New World Pictures)

Veronica And J.D. - Heathers

Imagine going from the cool click in high school to a serial killer. That’s exactly what happens to very Gen-X movie character, Veronica (Wynona Rider) in Heathers after J.D. (Christian Slater) transfers to her school and they fall in love. Veronica was never comfortable in the “Heathers” click, but it goes to the extreme when she and J.D. start killing off the popular kids. After he decides everyone needs to die, Veronica finally stops the damage, though it’s too late for some. 

Diane Lane and Richard Gere in Unfaithful

(Image credit: 20th Century Fox)

Edward And Connie - Unfaithful

Unfaithful is a tough movie to watch at times. It's the rare example on this list where everyone is good, and everyone is bad. Connie (Diane Lane) finds herself seduced by a stranger and hides the affair from her husband, Edward (Richard Gere). She's distracted enough by her lover that Edward gets suspicious, and after a private detective finds out the truth, he confronts the lover and kills him in a fit of rage. 

katherine heigl in unforgettable

(Image credit: Warner Bros.)

Tessa And David - Unforgettable

In another rarity on this list, Unforgettable actually has a happy, healthy couple: David (Geoff Stults) and Julia (Rosario Dawson). The unhappy one in the relationship is David's ex Tessa, played by Katherine Heigl. She sets out to ruin Julia's life when she finds out David is going to marry her. It's truly a rampage for the ages, as she even tricks Julia's abusive ex-boyfriend back into Julia's life and things only get worse from there.

Kathleen Turner and Michael Douglas in The War of the Roses

(Image credit: 20th Century Fox)

Oliver And Barbara Rose - The War Of The Roses

The War of the Roses has to be one of the darkest of dark comedies. It's kind of Kramer v. Kramer meets a disturbing Home Alone. Oliver (Michael Douglas) and Barbara Rose (Kathleen Turner) are two very rich people going through a very nasty divorce. The level of comedic violence is through the roof. There is no one (and no dog) safe when these two are battling it out. It's funny, sure, but wow is it dark. Woof. 

Jennifer Lopez in The Boy Next Door

(Image credit: Universal Pictures)

Claire And Noah - The Boy Next Door

It's twisted enough when a teacher sleeps with a student. It gets even more messed up when that student becomes a stalker intent on ruining the teacher's life and her family. The Boy Next Door has nothing about it that isn't completely screwed up. Claire (Jennifer Lopez) barely tries to put up a fight when Noah (Ryan Guzman) seduces her, even though she's a teacher at his school. She learns pretty quickly just how out of hand things can get when Noah gets as obsessive as Fatal Attraction's Alex. 

Woody Harrelson and Juliette Lewis in Natural Born Killers

(Image credit: Warner Bros.)

Mickey And Mallory Knox - Natural Born Killers

There are few more messed up couples in movie history than Mickey (Woody Harrelson) and Mallory Knox (Juliette Lewis) in Natural Born Killers. Their killing spree captivates a shocked public and leads them on the kind of adventure that only the most psychotic would ever want to go on. It was always bound to end up this way, with Mallory’s horrifying upbringing and Mickey’s lifetime of crime; it only took the two meeting to set off the murder spree. They're a couple and it's a movie we still can't stop talking about all these years later 

Daniel Kaluuya and Allison Williams in Get Out

(Image credit: Universal Pictures)

Chris And Rose - Get Out

In the instant classic Get Out, Chris Washington (Daniel Kaluuya) thinks he’s found the love of his life in Rose Armitage (Allison Williams). While he may be nervous to meet her parents, because he’s Black and she’s white, he is calmed by her welcoming and friendly mom and dad. It’s not until a little later, after noticing some very off things about the couple’s domestic help, that he senses something is wrong and by then, it’s too late. Rose’s family is nothing like he first thought and he barely makes it out alive. 

Claire Danes in Romeo + Juliet

(Image credit: 20th Century Fox)

Romeo And Juliet - Romeo + Juliet

Romeo Montague (Leonardo DiCaprio) and Juliet Capulet (Claire Danes) in Baz Lehrman’s film version of the classic Shakespeare tragedy, Romeo + Juliet, are lovestruck teenagers who cannot live without each other. Sadly, it’s a forbidden love, as their families are the Hatfields and McCoys of 16th-century Italy. That doesn’t stop the two lovebirds, but by the end, as the world knows, it all ends in the most tragic way possible. 

Ansel Elgort and Rachel Zegler as Tony and Maria in West Side Story Tonight balcony scene

(Image credit: 20th Century Studios)

Tony And Maria - West Side Story

The West Side Story...story... has been told countless times on high school stages across the country, and of course on Broadway, but it's the two movies (the first in 1961 with Richard Beymer and Natalie Wood as Tony and Maria and the 2021 version with Ansel Elgort and Rachel Zegler in the roles) that have become beloved classics. Based on Romeo and Juliet, it tells the story of forbidden love between two people in rival gangs in New York in the 1950s, and like the Shakespeare play, it ends in tragedy, with Maria witnessing the Tony's murder. 

William Baldwin and Sharon Stone in Sliver

(Image credit: Paramount Pictures)

Carly And Zeke - Sliver

Carly (Sharon Stone) is excited to move into her new apartment, and is more excited when she meets a neighbor, Zeke (William Baldwin). They begin a steamy romance, but that causes another neighbor, Jack (Tom Berenger), to get insanely jealous. Jack stalks Carly and tries to convince her that Zeke is a bad person, but Jack has been murdering other tenants of the building. Finally, Zeke reveals he's got cameras in every apartment, and Carly confronts Jack, shooting him in self-defense after he tries to attack. She ends it with Zeke, who it turns out is pretty damn creepy himself, watching the tenants in his secret monitor room. 

Elisabeth Moss in The Invisible Man

(Image credit: Universal)

Cecilia And Adrian - The Invisible Man 

In the latest, great take on The Invisible Man, the marriage between Cecilia (Elisabeth Moss) and Adrian (Oliver Jackson-Cohen) is already really bad, but it gets much worse. Adrian is controlling and abusive, so Cecilia drugs him and gets away. Adrian, she's led to believe, dies by suicide and leaves her millions. That's only the beginning, as it turns out he can make himself invisible and the the physical and psychological torture increases to nightmarish levels. 

Julia Roberts and Patrick Bergin in Sleeping with the Enemy

(Image credit: 20th Century Fox)

Laura And Martin - Sleeping With The Enemy

It's not that hard to deduce what is going on in a movie called Sleeping with the Enemy, but that only begins to describe how awful Martin (Patrick Bergin) is to his wife, Laura (Julia Roberts). The level of violence is, frankly, shocking. He abuses her in every way possible until she is finally able to fake her own death and escape to Iowa. Martin finds her eventually, and the confrontation at the end is epic, with Laura getting the revenge she desperately tried to avoid by disappearing. 

sharon stone in basic instinct

(Image credit: TriStar Pictures)

Nick And Catherine - Basic Instinct

Sharon Stone, who plays Catherine in Basic Instinct, made a name for herself playing sexy sirens in steamy romance films, but this one put her on the map in that regard. Catherine is an accused murderer being investigated by Nick (Michael Douglas). She's diabolical in her deceit, or at least the viewer is led to believe so, until we learn that the truth is something completely different, with a twist at the end...or was it?

Jim Carrey and Kate Winslet in Eternal Sunshine of the Spotless Mind

(Image credit: Focus Features)

Joel And Clementine - Eternal Sunshine Of The Spotless Mind

Eternal Sunshine of the Spotless Mind is a pretty weird movie, which fits the pretty weird nature of the relationship between Joel (Jim Carrey) and Clementine (Kate Winslet). In a new type of procedure, both separately have their negative memories of their relationship erased after they break up. Unfortunately (or maybe fortunately?) they keep the good ones. In the end, they try to make a go of it one more time, but you can't help but wonder if it's going to end well or not, as it's never resolved. 

Maggie Gyllenhaal in Secretary

(Image credit: Lions Gate Films)

Lee And Gray - Secretary

Years before 50 Shades Of Grey became a cultural phenomenon, there was Secretary,  starring Maggie Gyllenhaal as Lee, a submissive in work and eventually sex, to Gray, played by James Spader. He is ashamed of his behavior, but can't stop, and she doesn't want it to. It's a disturbing movie for some, but really, we don't want to kink shame anyone and in the end, maybe this is how they are supposed to be. 

Jennifer Lopez in Enough

(Image credit: Columbia Pictures)

Slim And Mitchell - Enough

The violent abusive husband Mitchell (Billy Campbell), is like the Terminator in his relentless pursuit of his wife and victim, Slim (Jennifer Lopez). He seems to find her wherever she is and continues to abuse and torment her. Finally, Slim has had enough and hatches a plan to end the pursuit forever. 

Ryan Gosling in Blue Valentine

(Image credit: Silverwood Films)

Dean And Cindy - Blue Valentine

Blue Valentine is just tragic all around. Barbie star Ryan Gosling plays Dean, a down-on-his-luck slacker and heavy drinker who somehow gets Cindy (Michelle Williams) to date him, despite being way out of his league. The movie goes back and forth between the beginning and end of their relationship, and it's a powerful way to show that not everything has a storybook ending. Sometimes, things can go very, very wrong, even in relationships that start off higher than the moon. 

Everyone has gone through difficult breakups, and had hard relationships. Hopefully, very few have anything even remotely close to the ones on this list. Still, it's good to reminder how good some of us have it even when things aren't going exactly as we want. 

Hugh Scott
Syndication Editor

Hugh Scott is the Syndication Editor for CinemaBlend. Before CinemaBlend, he was the managing editor for Suggest.com and Gossipcop.com, covering celebrity news and debunking false gossip. He has been in the publishing industry for almost two decades, covering pop culture – movies and TV shows, especially – with a keen interest and love for Gen X culture, the older influences on it, and what it has since inspired. He graduated from Boston University with a degree in Political Science but cured himself of the desire to be a politician almost immediately after graduation.